Abstract
Sialic acids (or ulosonic acids) are a family of acidic ketoses (including neuraminic acid, KDN and KDO) that are found at the non-reducing terminus of many glycoconjugates. These saccharide residues are recognized ligands of protein lectins and are removed in the first step in glycoconjugate catabolism. Moreover, sialic acid containing carbohydrates, such as glycolipid gangliosides (i.e. GM3), glycopeptides (i.e. Tn) and polysaccharides (i.e. polysialic acid or colominic acid) play important biological roles. Thus, they represent important targets in natural product synthesis. This review examines the application of sialic acids as donors in glycosylation reactions. The synthesis of protected sialic acid donors and challenges associated with their use in the synthesis of heteronuclear and carbon glycosides are discussed.
Keywords: Sialic Acid, glycoconjugate, carbohydrates, polysialic, colominic
Current Organic Synthesis
Title: Sialic Acid Donors: Chemical Synthesis and Glycosylation
Volume: 1 Issue: 1
Author(s): Dino K. Ress and Robert J. Linhardt
Affiliation:
Keywords: Sialic Acid, glycoconjugate, carbohydrates, polysialic, colominic
Abstract: Sialic acids (or ulosonic acids) are a family of acidic ketoses (including neuraminic acid, KDN and KDO) that are found at the non-reducing terminus of many glycoconjugates. These saccharide residues are recognized ligands of protein lectins and are removed in the first step in glycoconjugate catabolism. Moreover, sialic acid containing carbohydrates, such as glycolipid gangliosides (i.e. GM3), glycopeptides (i.e. Tn) and polysaccharides (i.e. polysialic acid or colominic acid) play important biological roles. Thus, they represent important targets in natural product synthesis. This review examines the application of sialic acids as donors in glycosylation reactions. The synthesis of protected sialic acid donors and challenges associated with their use in the synthesis of heteronuclear and carbon glycosides are discussed.
Export Options
About this article
Cite this article as:
Ress K. Dino and Linhardt J. Robert, Sialic Acid Donors: Chemical Synthesis and Glycosylation, Current Organic Synthesis 2004; 1 (1) . https://dx.doi.org/10.2174/1570179043485448
DOI https://dx.doi.org/10.2174/1570179043485448 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
Call for Papers in Thematic Issues
Design and Synthesis of Green Pesticides
The development of green new pesticides is currently one of the hotspots in the field of pesticide research, aiming to develop efficient, environmentally friendly, and safe pesticide products to meet the needs of modern agricultural production. Green new pesticides prioritize environmental friendliness and ecological safety. Therefore, during the research and ...read more
Exploring the Role of Chemical Graph Theory in Advancing Current Organic Synthesis
Organic synthesis is a fundamental discipline in chemistry, crucial for the creation of complex molecules with diverse applications in pharmaceuticals, materials science, and beyond. However, the process of designing efficient synthetic routes for target molecules remains challenging. Chemical graph theory, a branch of theoretical chemistry, offers powerful tools for understanding ...read more
Organic Radical Chemistry
Organic radical chemistry has a history of more than 110 years. In the past decade, we have witnessed new directions for organic radical chemistry. It has now become an exciting area of research in organic chemistry, and new discoveries can be seen every day in various aspects of radical chemistry ...read more
Related Journals
- Author Guidelines
- Graphical Abstracts
- Fabricating and Stating False Information
- Research Misconduct
- Post Publication Discussions and Corrections
- Publishing Ethics and Rectitude
- Increase Visibility of Your Article
- Archiving Policies
- Peer Review Workflow
- Order Your Article Before Print
- Promote Your Article
- Manuscript Transfer Facility
- Editorial Policies
- Allegations from Whistleblowers
Related Articles
-
Computational Evaluation and In Vitro Validation of New Epidermal Growth Factor Receptor Inhibitors
Current Topics in Medicinal Chemistry Editorial [ Special Board Members Issue (Edior-in-Chief: Michelle Prudhomme)]
Anti-Cancer Agents in Medicinal Chemistry Boolean Models of Genomic Regulatory Networks: Reduction Mappings, Inference, and External Control
Current Genomics The Influences of Aconitine, an Active/Toxic Alkaloid from Aconitum, on the Oral Pharmacokinetics of CYP3A Probe Drug Buspirone in Rats
Drug Metabolism Letters Cancer Stem Cells: Current Status and Therapeutic Implications in Cancer Therapy-A New Paradigm
Current Stem Cell Research & Therapy Potential of DNMT and its Epigenetic Regulation for Lung Cancer Therapy
Current Genomics Testosterone as Potential Effective Therapy in Treatment of Obesity in Men with Testosterone Deficiency: A Review
Current Diabetes Reviews Pharmacological Modulation of Genome and Proteome Alterations in Mice Treated with the Endocrine Disruptor Bisphenol A
Current Cancer Drug Targets Beyond the "Lock and Key" Paradigm: Targeting Lipid Rafts to Induce the Selective Apoptosis of Cancer Cells
Current Medicinal Chemistry Towards Tyrosine Metabolism in Esophageal Squamous Cell Carcinoma
Combinatorial Chemistry & High Throughput Screening Boronated Compounds for Imaging Guided BNCT Applications
Anti-Cancer Agents in Medicinal Chemistry Effect of the External Electric Field on the Structure and Reactivity of Model Complex Lipids
Current Physical Chemistry Preliminary Studies on the Activity of Mixed Polyphenol-Heterocyclic Systems Against B16-F10 Melanoma Cancer Cells
Medicinal Chemistry Hemopoietic Cells with Features of the Mast Cell and Basophil Lineages and their Potential Role in Allergy
Current Drug Targets - Inflammation & Allergy Novel Pentapeptide Activators of Mammalian and Mushroom Tyrosinase
Current Topics in Medicinal Chemistry Reprogramming Cancer Cells in Endocrine-Related Tumors: Open Issues
Current Medicinal Chemistry Inflammation and Anemia
Anti-Inflammatory & Anti-Allergy Agents in Medicinal Chemistry Cyclooxygenase-2 Inhibitors: A Painful Lesson
Cardiovascular & Hematological Disorders-Drug Targets Compounds from Wild Mushrooms with Antitumor Potential
Anti-Cancer Agents in Medicinal Chemistry The Use of Temozolomide for the Treatment of Malignant Tumors: Clinical Evidence and Molecular Mechanisms of Action
Recent Patents on Anti-Cancer Drug Discovery